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Chailey Holiday Rentals

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Our top choices for Chailey holiday rentals

Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom

Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom
North Chailey
10.0 out of 10, Exceptional, (27 reviews)
"Our second time at Mill Barn and as the first time, everything was perfect, included Penny the host."
United States
yaron P.
The price is NZ$1,772
includes taxes & fees
4 July - 5 July
Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom

Great Noven Farm

Great Noven Farm
2.0 star property
Lewes
The price is NZ$7,340
includes taxes & fees
15 July - 16 July
Great Noven Farm

Red House Common View

Red House Common View
2.0 star property
Lewes
The price is NZ$1,225
includes taxes & fees
30 June - 1 July
Red House Common View

Rhubarb and Custard - a quirky, cosy narrowboat in a nature reserve by the sea

Rhubarb and Custard - a quirky, cosy narrowboat in a nature reserve by the sea
Shoreham-by-Sea
The price is NZ$425
includes taxes & fees
28 June - 29 June
Rhubarb and Custard - a quirky, cosy narrowboat in a nature reserve by the sea

Bayview Retreat - 3 bedrooms with decking sleeps 6

Bayview Retreat - 3 bedrooms with decking sleeps 6
Pevensey Bay
8.0 out of 10, Very good, (1 review)
"Despite the house being described as "very nice and clean," the presence of white dog hairs on the carpet and sofa was a major disappointment. This issue not only affected the appearance of the house, but also caused practical issues such as getting dog hair on our clothes. As someone with an allergy to dog hair, this made my stay uncomfortable and not as enjoyable as it could have been. As long as I am sure that the hair will be cleaned properly, I would go back with my family the next time."
United Kingdom
Blanka
The price is NZ$543
includes taxes & fees
8 July - 9 July
Bayview Retreat - 3 bedrooms with decking sleeps 6

Jellybean - cute and cosy tiny houseboat in a nature reserve by the sea.

Jellybean - cute and cosy tiny houseboat in a nature reserve by the sea.
Shoreham-by-Sea
10.0 out of 10, Exceptional, (1 review)
"Perfect tiny boat, well equipped with everything needed for a comfortable stay. Easy parking close by. Elise is a very helpful & welcoming host, who is happy to suggest things to do locally if needed. Would stay here again! "
United Kingdom
Rachel R.
The price is NZ$425
includes taxes & fees
30 June - 1 July
Jellybean - cute and cosy tiny houseboat in a nature reserve by the sea.

Lodge , air con , Free Parking , Mini bar

Lodge , air con , Free Parking , Mini bar
3.0 star property
Hove
10.0 out of 10, Exceptional, (12 reviews)
"Lovely place to stay, hosts very welcoming and helpful "
United Kingdom
Laura
The price is NZ$215
includes taxes & fees
19 July - 20 July
Lodge , air con , Free Parking , Mini bar

Orchard View Shepherds Hut

Orchard View Shepherds Hut
2.0 star property
Henfield
The price is NZ$293
includes taxes & fees
2 July - 3 July
Orchard View Shepherds Hut

Charles Hope Hove

Charles Hope Hove
3.5 star property
Hove
8.8 out of 10, Excellent, (33 reviews)
"Great but concierge on site was no help, luckily the staff on call were helpful and the overall stay was good,?rooms very clean and tidy and good facilities and location"
United Kingdom
Mark
The price is NZ$292
includes taxes & fees
27 July - 28 July
Charles Hope Hove

Studio Annie is the most relaxing place to stay with free off road parking

Studio Annie is the most relaxing place to stay with free off road parking
Worthing
10.0 out of 10, Exceptional, (8 reviews)
"Lovely and cozy, very clean. Perfect for our stay"
United States
Daren W.
The price is NZ$283
includes taxes & fees
12 July - 13 July
Studio Annie is the most relaxing place to stay with free off road parking

Cosy Victorian Cottage in Crowborough with Log Burner and parking

Cosy Victorian Cottage in Crowborough with Log Burner and parking
Crowborough
8.6 out of 10, Excellent, (4 reviews)
"Lovely place, will be booking again . "
United Kingdom
Laura
The price is NZ$259
includes taxes & fees
30 June - 1 July
Cosy Victorian Cottage in Crowborough with Log Burner and parking

Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,

Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,
Seaford
9.0 out of 10, Wonderful, (7 reviews)
"all as expected and very nice place"
United Kingdom
Ratty L.
The price is NZ$199
includes taxes & fees
5 July - 6 July
Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,

Duck Lodge B&B

Duck Lodge B&B
3.0 star property
Brighton
10.0 out of 10, Exceptional, (26 reviews)
"Amazing host, and the lodge was absolutely spotless "
United Kingdom
Meredith
The price is NZ$396
includes taxes & fees
2 July - 3 July
Duck Lodge B&B

The Heart-of-Brighton Hub / City Center

The Heart-of-Brighton Hub / City Center
Brighton City Centre
The price is NZ$305
includes taxes & fees
29 June - 30 June
The Heart-of-Brighton Hub / City Center

Romantic Secret Garden Retreat

Romantic Secret Garden Retreat
Brighton and Hove
10.0 out of 10, Exceptional, (1 review)
The price is NZ$435
includes taxes & fees
28 June - 29 June
Romantic Secret Garden Retreat

1 Bedroom Apartment Sleeps 2 - Tv

1 Bedroom Apartment Sleeps 2 - Tv
3.5 star property
Crawley
10.0 out of 10, Exceptional, (1 review)
"Second time I've stayed and is my, 'Go to' when working in West Sussex. Paddy the owner is very organised, the apartment spotlessly clean, on site parking directly outside the apartment, a couple of minutes off the motorway. "
United Kingdom
Paul
The price is NZ$215
includes taxes & fees
26 July - 27 July
1 Bedroom Apartment Sleeps 2 - Tv

Osborne Apartments

Osborne Apartments
2.5 star property
Eastbourne
8.8 out of 10, Excellent, (113 reviews)
"Spacious and quiet property in a ideal location close to the beach."
United Kingdom
narendrakumar
The price is NZ$135
includes taxes & fees
28 June - 29 June
Osborne Apartments

Artists Hideaway in Cowfold

Artists Hideaway in Cowfold
3.0 star property
Horsham
The price is NZ$397
includes taxes & fees
5 July - 6 July
Artists Hideaway in Cowfold

Stunning 2 Bed Apartment on the beach by Urban Roost

Stunning 2 Bed Apartment on the beach by Urban Roost
3.0 star property
Worthing
10.0 out of 10, Exceptional, (1 review)
"Spacious apartment ,best I’ve stayed in Worthing."
United Kingdom
gary
The price is NZ$601
includes taxes & fees
28 June - 29 June
Stunning 2 Bed Apartment on the beach by Urban Roost

A peaceful and centrally-located Own space in rear of garden with own entrance.

A peaceful and centrally-located Own space in rear of garden with own entrance.
Brighton and Hove
10.0 out of 10, Exceptional, (2 reviews)
"Good location for a weekend away in Brighton."
United Kingdom
Jane H.
The price is NZ$236
includes taxes & fees
5 July - 6 July
A peaceful and centrally-located Own space in rear of garden with own entrance.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chailey Hotel Reviews

Find out more about Chailey

Everything you need to know about Chailey holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chailey holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chailey holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chailey holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chailey. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chailey holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chailey holiday rentals we have selected for you start as low as NZ$135 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chailey rentals

At Expedia, we put the best Chailey holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chailey rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chailey holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chailey. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Chailey?

Yes, there are holiday rentals in Chailey close to Bluebell Railway - Sheffield Park Station, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chailey has to offer?

Stunning 6 bedroom converted barn nestled in Souths Downs; 5,000+ sq ft; 9 acres: This holiday home rental outside of Chailey is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Chailey?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Chailey stay.

What can I see and do in Chailey?

While exploring the area, visit family-friendly sights like Tulley's Farm, or get outside and enjoy nature at High Weald. In the wider area, you’ll find Bluebell Railway - Sheffield Park Station and Brighton Beach.

What are holiday rentals like in Chailey?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chailey. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family gatherings.